Now, seven years later, Jamie has reinvented herself as an angel
investor, lending her expertise and her money to startups such as
Zipcar.

But she won't shy away from the past. Specifically, she's talking
about money, touring big-name business schools such as Columbia,
MIT, and Harvard to speak to young women about money, and why
it's so important they be truly aware of theirs.

"I try to use myself as an example," she told Business Insider in
a phone interview. "I feel like if what I went through could
happen to me, what's happening to other women? I'm a lawyer, I
went back to get my business degree, I ran a sports team, yet I
was caught so far off-guard financially."

And that, she said, is a major mistake that anyone can make with
their money: bowing out of your personal
finances. "You have two separate lives: business and
personal," she explained. "And your skills don't always translate
from one to the next."

She said that being smart in one arena doesn't mean you don't
have to pay attention to the others. In fact, as she told
the Boston Globe, "I have a thesis that the smarter a woman
is, the more she thinks she can handle everything and fix
everything. And I'm here to tell you that's not true."

"I went through this public, unfortunate divorce, and you'd think
I would be aware of what was going on personally with my
finances," she told Business Insider, "but when it came time to
go through everything, I had no idea what we were worth, and what
had happened. I hadn't followed the money, so to speak."

Jamie, who is exploring starting a financial literacy initiative
for girls as young as middle school, hopes young women can learn
from her experiences. "I hope that we start to care about what we
deserve," she said. "I say be your own startup — you deserve to
invest in yourself."